She has been described by the BBC as being the '"darling of the New York 'Anti-Folk' scene"', and by the New York Times as a "big name...for the indie universe".
Jaymay appeared on the TV-show Late Night With Conan O'Brien on Monday, April 1, 2008 and on The Late Late Show with Craig Ferguson on Tuesday, May 13, 2008. She also appeared on 'In The Colored Room', on Channel 5, on May 17, 2008.
She has collaborated with Kevin Devine on the songs Brother's Blood, Time to Burn and Murphy's Song, with Cheyenne on Write It Down in Red, and with Dirty on Purpose on Light Pollution, Like Bees. In 2010, it was announced she would provide guest vocals on art-metal band Goes Cube's second full-length studio album, In Tides And Drifts, due out in March, 2011.